GRADE & PURITY 10mM in DMSO

Synonyms

Anthraquinone-2-carboxylic acid|117-78-2|9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid|2-Anthraquinonecarboxylic acid|2-Carboxyanthraquinone|9,10-Dioxoanthracene-2-carboxylic acid|9,10-Anthraquinone 2-carboxylic acid|9,10-Dihydro-9,10-dioxo-2-anthra

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

application：
Anthraquinone 2-carboxylic acid (AQ) as a novel electron shuttling mediator and attached electron relay for HRP. Efficient method for the generation of hydrogen peroxide by aerobic photooxidation of 2-propanol using anthraquinone-2-carboxylic acid and molecular oxygen is investigated.

Specifications

Synonyms

Anthraquinone-2-carboxylic acid | 117-78-2 | 9, 10-dioxo-9, 10-dihydroanthracene-2-carboxylic acid | 2-Anthraquinonecarboxylic acid | 2-Carboxyanthraquinone | 9, 10-Dioxoanthracene-2-carboxylic acid | 9, 10-Anthraquinone 2-carboxylic acid | 9, 10-Dihydro-9, 10-dioxo-2-anthra

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C(=O)O
• IUPAC Name: 9,10-dioxoanthracene-2-carboxylic acid
• InChIKey: ASDLSKCKYGVMAI-UHFFFAOYSA-N
• INCHI: 1S/C15H8O4/c16-13-9-3-1-2-4-10(9)14(17)12-7-8(15(18)19)5-6-11(12)13/h1-7H,(H,18,19)
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C(=O)O
• WGK Germany: 3
• Molecular Weight: 252.23
• Beilstein: 10(3)3640
• Reaxy-Rn: 2216475
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2216475&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Anthracenes
      • Subclass Anthracenecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Anthracenes
• Subclass: Anthracenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracenecarboxylic acids
• Alternative Parents: Anthraquinones Naphthalenecarboxylic acids Aryl ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Anthracene carboxylic acid - Anthraquinone - 9,10-anthraquinone - 2-naphthalenecarboxylic acid or derivatives - 2-naphthalenecarboxylic acid - Aryl ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NEU2 Tbio Sialidase 2 (382 Activities)

Discover Target: NEU2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ttr Transthyretin (14 Activities)

Discover Target: Ttr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 287-289°C
• Molecular Weight: 252.220 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 252.042 Da
• Monoisotopic Mass: 252.042 Da
• Topological Polar Surface Area: 71.400 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 428.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuanyuan Song, Ziqi Wang, Yijing Long, Yang Mao, Feng Jiang, Yuanyuan Lu.  (2022)  2-Alkyl-anthraquinones inhibit Candida albicans biofilm via inhibiting the formation of matrix and hyphae.  RESEARCH IN MICROBIOLOGY,      [PMID:35550403] [10.1016/j.resmic.2022.103955]

2. Man Chen, Quanhua Cai, Xiangyu Chen, Shaofu Huang, Qinyuan Feng, Tetsuro Majima, Raymond Jianxiong Zeng, Shungui Zhou.  (2022)  Anthraquinone-2-Sulfonate as a Microbial Photosensitizer and Capacitor Drives Solar-to-N2O Production with a Quantum Efficiency of Almost Unity.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:35312317] [10.1021/acs.est.1c08710]

3. Yangyang Liu, Tao Wang, Xiaozhong Fang, Yue Deng, Hanyun Cheng, Aziz-Ur-Rahim Bacha, Iqra Nabi, Liwu Zhang.  (2020)  Brown carbon: An underlying driving force for rapid atmospheric sulfate formation and haze event.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:32464390] [10.1016/j.scitotenv.2020.139415]

4. Lu-Yan Zhang, Chen-Hao Cui, Shan-Shan Yang, Yan Li, Han-Jun Sun, Nan-Qi Ren, Jie Ding.  (2025)  Advanced photocatalytic degradation of highly chlorinated organic wastewater using anthraquinone-modified carbon nitride: Driven by superoxide and dichloride radicals.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.159409]

5. Ning Xia, Fengli Gao, Gang Liu, Yong Chang, Lin Liu.  (2024)  Pyrroloquinoline quinone exhibiting peroxidase-mimicking property for colorimetric assays.  ANALYTICA CHIMICA ACTA,      [PMID:39643317] [10.1016/j.aca.2024.343468]

6. Yuxin Li, Shiqi Yang, Zihan Liu, Yiyang Pan, Pengfei Zhang, Zhiqiu Qu, Chao Shan.  (2025)  Enhanced reactivity and electron efficiency of nanoscale zero-valent iron for nitroaromatic compounds reduction through modification with anthraquinone-2-carboxylic acid.  Chemical Engineering Journal Advances,      [PMID:] [10.1016/j.ceja.2025.100835]

7. Jian Cai, Wei Deng, Ziyu Zhu, Long Zheng, Mimi Sun, Chong-Bo Ma, Jing Bai, Xiangjie Bo, Ming Zhou.  (2025)  A Single Carbon Microyarn-Based Integrated Wearable Textile Sweat Sensor Built into a Hook-and-Loop Fastener.  ANALYTICAL CHEMISTRY,      [PMID:40518599] [10.1021/acs.analchem.5c01624]

8. Cai Minghui, Zhang Wenwen, Yao Haixu, Su Huiyu, Cao Yang, Li Jiaxin, Min Xinyu, Cui Feiyun, Zhu Hui.  (2026)  A one-for-four redox probe strategy for multiplex electrochemical POCT of thrombotic biomarkers.  MICROCHIMICA ACTA,  193  (2): (94).  [PMID:41543777] [10.1007/s00604-025-07822-6]

9. Jinyang Chen, Xiaoyu Lin, Wei Wang, Li Gan, Zuliang Chen.  (2026)  Mediated electron transfer in the bio-reduction of graphene oxide by Lysinibacillus sphaericus: Mechanisms and facilitation.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2026.239646]

10. Xin Zeng, Ranran Bu, Fengjiao Zhao, Yan Ding, Haizhen Song, Hongming Yin.  (2026)  Rewritable photochromic 2-anthraquinonecarboxylic acid-doped poly(methyl methacrylate) film for information storage.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2026.113752]